Synthesis, characterization, antioxidant and anticancer activity of new hybrid structures based on diarylmethanol and 1,2,3-triazole

被引:17
作者
Cot, Aynur [1 ]
Ozgeris, Fatma Betul [2 ]
Sahin, Irfan [1 ]
Cesme, Mustafa [1 ]
Onur, Sultan [1 ]
Tumer, Ferhan [1 ]
机构
[1] Kahramanmaras Sutcu Imam Univ, Fac Art & Sci, Dept Chem, TR-46040 Kahramanmaras, Turkey
[2] Ataturk Univ, Fac Hlth Sci, Dept Nutr & Dietet, Erzurum, Turkey
关键词
Diarylmethanol; 1.2.3-triazole; Antioxidant; Anticancer; Hybrid drug; Molecular docking; TRIAZOLE; DESIGN;
D O I
10.1016/j.molstruc.2022.133763
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Currently, there are many types of cancer, and the search for new anticancer drugs for these types is ongoing. New agents, such as natural compounds, small organic molecules, are being tested for their killing power against these cancer cells due to their anticancer activity. Promising results obtained in hybrid structures containing different pharmacophore units with known activities have made these structures popular. In the presented study, a number of new hybrid structures containing diarylmethanol and 1,2,3triazole units were synthesized. The newly synthesized compounds were structurally analyzed using H-1 NMR, C-13 NMR, elemental analysis and FTIR. The antioxidant and in vitro anticancer activities of all compounds were investigated. It has been determined that the new hybrid structures have very good antioxidant and anticancer activities according to the standards. In particular, compounds 6b, 6h, 6i and 6j (IC50 : 1.87, 12.5 7.22, 8.04 mu g/mL) showed excellent in vitro anticancer activity compared to standard 5-Fu (IC50 : 40.89 mu g/mL). The molecular docking results showed that compounds 6e and 6i have a high affinity by exposed polar and apolar contacts with fundamental residues in the binding pocket of MetAP-2. (c) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数:9
相关论文
共 51 条
[1]  
ahin I. S, 2022, DESIGN SYNTHESIS 1 4
[2]   New N-phenylacetamide-incorporated 1,2,3-triazoles: [Et3NH][OAc]-mediated efficient synthesis and biological evaluation [J].
Akolkar, Satish V. ;
Nagargoje, Amol A. ;
Krishna, Vagolu S. ;
Sriram, Dharmarajan ;
Sangshetti, Jaiprakash N. ;
Damale, Manoj ;
Shingate, Bapurao B. .
RSC ADVANCES, 2019, 9 (38) :22080-22091
[3]  
[Anonymous], 2018, J MED CHEM, V151, P339, DOI [10.1016/j.ejmech.2018.03.059, DOI 10.1016/J.EJMECH.2018.03.059]
[4]  
[Anonymous], 1999, FREE RADICAL BIO MED, V26, P1231, DOI [10.1016/S0891-5849(98, DOI 10.1016/S0891-5849(98]
[5]  
[Anonymous], 2020, RSC ADV, V10, P25046, DOI [10.1039/d0ra04559d, DOI 10.1039/D0RA04559D]
[6]  
[Anonymous], 2021, NEW J CHEM, V45, P13104, DOI [10.1039/D1NJ01759D, DOI 10.1039/D1NJ01759D]
[7]  
[Anonymous], 2010, CARBOHYD RES, V345, P1123, DOI [10.1016/j.carres.2010.03.041, DOI 10.1016/J.CARRES.2010.03.041]
[8]  
[Anonymous], 2021, J. Mol. Struct, V1232, P3, DOI [10.1016/j.molstruc.2021.130042, DOI 10.1016/J.MOLSTRUC.2021.130042]
[9]  
[Anonymous], 2010, J MED CHEM, V45, P4631, DOI [10.1016/j.ejmech.2010.07.031, DOI 10.1016/J.EJMECH.2010.07.031]
[10]  
[Anonymous], 2016, ARCH PHARM, V349, P944, DOI [10.1002/ardp.201600183, DOI 10.1002/ARDP.201600183]